JPS6287593A - 高純度シリルケテンアセタ−ルの調製 - Google Patents

高純度シリルケテンアセタ−ルの調製

Info

Publication number: JPS6287593A
Authority: JP; Japan
Prior art keywords: group; formula; formulas; tables; independently
Prior art date: 1985-10-15
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Pending

Application number

JP61243273A

Other languages

English (en)

Japanese (ja)

Inventor

ウイリアム　エックス．バイザー

アンソニー　レビス

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Dow Silicones Corp

Original Assignee

Dow Corning Corp

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1985-10-15

Filing date

1986-10-15

Publication date

1987-04-22

1986-10-15 Application filed by Dow Corning Corp filed Critical Dow Corning Corp

1987-04-22 Publication of JPS6287593A publication Critical patent/JPS6287593A/ja

Status Pending legal-status Critical Current

Links

-1 silylketene acetal Chemical class 0.000 title claims description 24
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 title claims description 11
238000004519 manufacturing process Methods 0.000 title description 11
238000006243 chemical reaction Methods 0.000 claims description 71
239000001257 hydrogen Substances 0.000 claims description 35
229910052739 hydrogen Inorganic materials 0.000 claims description 35
239000000126 substance Substances 0.000 claims description 33
LTVRSJBNXLZFGT-UHFFFAOYSA-N 2-silylethenone Chemical compound [SiH3]C=C=O LTVRSJBNXLZFGT-UHFFFAOYSA-N 0.000 claims description 29
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 29
125000004432 carbon atom Chemical group C* 0.000 claims description 23
229920002554 vinyl polymer Polymers 0.000 claims description 22
229910052703 rhodium Inorganic materials 0.000 claims description 17
239000010948 rhodium Substances 0.000 claims description 17
MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 17
238000004821 distillation Methods 0.000 claims description 16
125000003118 aryl group Chemical group 0.000 claims description 15
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 14
238000000034 method Methods 0.000 claims description 14
239000000203 mixture Substances 0.000 claims description 14
125000000217 alkyl group Chemical group 0.000 claims description 12
239000003054 catalyst Substances 0.000 claims description 11
239000011541 reaction mixture Substances 0.000 claims description 9
239000000463 material Substances 0.000 claims description 8
238000006116 polymerization reaction Methods 0.000 claims description 8
125000002877 alkyl aryl group Chemical group 0.000 claims description 7
239000012535 impurity Substances 0.000 claims description 7
QBERHIJABFXGRZ-UHFFFAOYSA-M rhodium;triphenylphosphane;chloride Chemical group [Cl-].[Rh].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 QBERHIJABFXGRZ-UHFFFAOYSA-M 0.000 claims description 7
150000003377 silicon compounds Chemical class 0.000 claims description 7
125000003342 alkenyl group Chemical group 0.000 claims description 6
125000003545 alkoxy group Chemical group 0.000 claims description 6
125000003710 aryl alkyl group Chemical group 0.000 claims description 6
125000000753 cycloalkyl group Chemical group 0.000 claims description 6
125000001931 aliphatic group Chemical group 0.000 claims description 5
229910052799 carbon Inorganic materials 0.000 claims description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
238000011084 recovery Methods 0.000 claims description 5
125000001424 substituent group Chemical group 0.000 claims description 5
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
125000005397 methacrylic acid ester group Chemical group 0.000 claims description 3
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
229910052710 silicon Inorganic materials 0.000 claims description 2
150000002431 hydrogen Chemical class 0.000 claims 1
230000001737 promoting effect Effects 0.000 claims 1
239000002210 silicon-based material Substances 0.000 description 20
239000000047 product Substances 0.000 description 15
239000006227 byproduct Substances 0.000 description 13
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 13
238000004817 gas chromatography Methods 0.000 description 13
238000002474 experimental method Methods 0.000 description 10
238000004458 analytical method Methods 0.000 description 9
238000009835 boiling Methods 0.000 description 8
239000007795 chemical reaction product Substances 0.000 description 6
239000000376 reactant Substances 0.000 description 6
150000001733 carboxylic acid esters Chemical class 0.000 description 5
239000012043 crude product Substances 0.000 description 5
239000007789 gas Substances 0.000 description 5
229910052751 metal Inorganic materials 0.000 description 5
239000002184 metal Substances 0.000 description 5
238000000926 separation method Methods 0.000 description 5
238000003756 stirring Methods 0.000 description 5
LAQYHRQFABOIFD-UHFFFAOYSA-N 2-methoxyhydroquinone Chemical compound COC1=CC(O)=CC=C1O LAQYHRQFABOIFD-UHFFFAOYSA-N 0.000 description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
238000004587 chromatography analysis Methods 0.000 description 4
229910001873 dinitrogen Inorganic materials 0.000 description 4
239000007788 liquid Substances 0.000 description 4
ZCSHNCUQKCANBX-UHFFFAOYSA-N lithium diisopropylamide Chemical compound [Li+].CC(C)[N-]C(C)C ZCSHNCUQKCANBX-UHFFFAOYSA-N 0.000 description 4
AQRLNPVMDITEJU-UHFFFAOYSA-N triethylsilane Chemical compound CC[SiH](CC)CC AQRLNPVMDITEJU-UHFFFAOYSA-N 0.000 description 4
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
238000001816 cooling Methods 0.000 description 3
239000000543 intermediate Substances 0.000 description 3
150000002500 ions Chemical class 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
238000010992 reflux Methods 0.000 description 3
229910052717 sulfur Inorganic materials 0.000 description 3
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 description 2
JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
230000002411 adverse Effects 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
230000001588 bifunctional effect Effects 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
230000000694 effects Effects 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
239000012467 final product Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
238000006459 hydrosilylation reaction Methods 0.000 description 2
238000002955 isolation Methods 0.000 description 2
125000005395 methacrylic acid group Chemical group 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
SONJTKJMTWTJCT-UHFFFAOYSA-K rhodium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Rh+3] SONJTKJMTWTJCT-UHFFFAOYSA-K 0.000 description 2
239000000243 solution Substances 0.000 description 2
RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
UUFQTNFCRMXOAE-UHFFFAOYSA-N 1-methylmethylene Chemical compound C[CH] UUFQTNFCRMXOAE-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
229910021604 Rhodium(III) chloride Inorganic materials 0.000 description 1
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
210000003323 beak Anatomy 0.000 description 1
244000309464 bull Species 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
239000000919 ceramic Substances 0.000 description 1
239000013626 chemical specie Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
150000002009 diols Chemical class 0.000 description 1
150000004662 dithiols Chemical class 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
150000002560 ketene acetals Chemical class 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
SNVLJLYUUXKWOJ-UHFFFAOYSA-N methylidenecarbene Chemical group C=[C] SNVLJLYUUXKWOJ-UHFFFAOYSA-N 0.000 description 1
CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical group C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 description 1
150000001367 organochlorosilanes Chemical class 0.000 description 1
150000001282 organosilanes Chemical class 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
239000003505 polymerization initiator Substances 0.000 description 1
NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
229910000105 potassium hydride Inorganic materials 0.000 description 1
239000003223 protective agent Substances 0.000 description 1
238000010926 purge Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000002994 raw material Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229910000077 silane Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000005051 trimethylchlorosilane Substances 0.000 description 1
FTVLMFQEYACZNP-UHFFFAOYSA-N trimethylsilyl trifluoromethanesulfonate Chemical class C[Si](C)(C)OS(=O)(=O)C(F)(F)F FTVLMFQEYACZNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0801—General processes
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1876—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-C linkages

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)

JP61243273A 1985-10-15 1986-10-15 高純度シリルケテンアセタ−ルの調製 Pending JPS6287593A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US78722785A	1985-10-15	1985-10-15
US787227		1991-11-04

Publications (1)

Publication Number	Publication Date
JPS6287593A true JPS6287593A (ja)	1987-04-22

Family

ID=25140801

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP61243273A Pending JPS6287593A (ja)	1985-10-15	1986-10-15	高純度シリルケテンアセタ−ルの調製

Country Status (2)

Country	Link
EP (1)	EP0219949A3 (de)
JP (1)	JPS6287593A (de)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS6422885A (en) *	1987-06-25	1989-01-25	Dow Corning	Silylketene acetal composition
JP2007082774A (ja) *	2005-09-22	2007-04-05	Livedo Corporation	ケアシート包装物品およびケアセット

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5208358A (en) *	1992-07-13	1993-05-04	Dow Corning Corporation	Process for preparation of silyl ketene acetals

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4780554A (en) *	1984-11-20	1988-10-25	Union Carbide Corporation	O-silylated ketene acetals and enol ethers and method of preparation

1986
- 1986-08-29 EP EP86306681A patent/EP0219949A3/de not_active Withdrawn
- 1986-10-15 JP JP61243273A patent/JPS6287593A/ja active Pending

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CHEM.PHARM.BULL=1974 *
CHEM.PHARM.BULL=1983 *
J.ORGANOMETAL.CHEM=1976 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS6422885A (en) *	1987-06-25	1989-01-25	Dow Corning	Silylketene acetal composition
JP2007082774A (ja) *	2005-09-22	2007-04-05	Livedo Corporation	ケアシート包装物品およびケアセット

Also Published As

Publication number	Publication date
EP0219949A2 (de)	1987-04-29
EP0219949A3 (de)	1989-03-08

Publication	Publication Date	Title
US4593112A (en)	1986-06-03	Method for the preparation of a tert-hydrocarbyl silyl compound
US5296624A (en)	1994-03-22	Preparation of sterically-hindered organosilanes
EP0082324B1 (de)	1987-01-14	Herstellungsverfahren für Oximinosilane, Oximinogermane und Oximinostannane
CA1327209C (en)	1994-02-22	Synthesis of silyl ketene acetal from allyl 2-organoacrylates
EP0219322B1 (de)	1991-03-06	Verfahren zur Herstellung von Silylketenacetalen
EP4410797A1 (de)	2024-08-07	Verfahren zur herstellung einer cyclischen silazanverbindung
JPS6287593A (ja)	1987-04-22	高純度シリルケテンアセタ−ルの調製
EP0460589B1 (de)	1998-11-04	Verfahren zur Herstellung von Cyclopentyl-trichlorosilan
EP0031996B1 (de)	1983-01-26	Hydantoinylsilane und Bis(hydantoinyl)disiloxane und Verfahren zur deren Herstellung
US5332853A (en)	1994-07-26	Catalytic alkylation process
US5047526A (en)	1991-09-10	Dehydrogenative silylation process of organic compounds having active hydrogen
US4777278A (en)	1988-10-11	Synthesis of alkyl cycloalkyl dialkoxysilanes
US4824981A (en)	1989-04-25	Process to produce silyl ketene acetals
CN101039949B (zh)	2015-05-06	甲硅烷基烷氧基甲基卤化物的制备方法
US5371216A (en)	1994-12-06	Pyridinium salts containing alkoxysilyl groups
US4266068A (en)	1981-05-05	Preparation of 1,2-tetramethyldichloro-disilane from hexamethyldisilane and methylchlorodisilane
US4748262A (en)	1988-05-31	(Phenyl dimethyl carbinyl) silane compound and a method for the preparation thereof
JPH0463078B2 (de)	1992-10-08
JPH02111780A (ja)	1990-04-24	シリルケテンアセタールの製法
GB2101145A (en)	1983-01-12	Preparation of cyclotetrasiloxanes aliphatic chlorides and acyl chlorides
JPH10218883A (ja)	1998-08-18	Ｎ，ｎ−ビス（トリメチルシリル）アリルアミンの製造方法
JPH0673072A (ja)	1994-03-15	オルガノオキシシラン水素化物の製造方法
JP2620462B2 (ja)	1997-06-11	ジシクロアルキルジアルコキシシランの製造方法
US3565935A (en)	1971-02-23	Method of forming mercaptoalkyl substituted organosilicon compounds
EP0361323A2 (de)	1990-04-04	Verfahren zur Herstellung von asymmetrischem Triorganozinnhalid

JPS6287593A - 高純度シリルケテンアセタ−ルの調製 - Google Patents

Info

Links

Classifications

Landscapes

Applications Claiming Priority (2)

Publications (1)

Family

ID=25140801

Family Applications (1)

Country Status (2)

Cited By (2)

Families Citing this family (1)

Family Cites Families (1)

Non-Patent Citations (3)

Cited By (2)

Also Published As

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